53701-48-7

Basic information

• Product Name: 2,4-Pentadienal, 3-methyl-5-phenyl-, (2E,4E)-
• CAS NO: 53701-48-7
• Molecular Formula: C12H12O
• Molecular Weight: 172.227
• Mol File: 53701-48-7.mol
• Article Data: 16

Chemical Properties

• CAS DataBase Reference: 2,4-Pentadienal, 3-methyl-5-phenyl-, (2E,4E)-(CAS DataBase Reference)
• NIST Chemistry Reference: 2,4-Pentadienal, 3-methyl-5-phenyl-, (2E,4E)-(53701-48-7)
• EPA Substance Registry System: 2,4-Pentadienal, 3-methyl-5-phenyl-, (2E,4E)-(53701-48-7)

Safety Data

• Hazardous Substances Data: 53701-48-7(Hazardous Substances Data)

Upstream product

• 18913-31-0 2,3-butadien-1-ol 
• 103-64-0 bromostyrene 
• 100-52-7 benzaldehyde 
• 114968-77-3 lithio-1 methyl-2 trimethylsiloxy-4 butadiene 
• 71687-03-1 (2E,4E)-3-methyl-5-phenyl-2,4-pentadien-1-ol 
• 107-86-8 3,3-dimethyl acrylaldehyde 
• 57132-28-2 (E)-2-methyl-4-phenylbut-3-en-2-ol 
• 68-12-2 N,N-dimethyl-formamide 
• 1222538-53-5 3-methylene-5,5-diethoxy-1-phenylpentan-1-ol 
• 1222538-62-6 4-methylidene-6-phenyl-2-ethoxytetrahydro-2H-pyran 
• 123-73-9 crotonaldehyde 
• 1222538-34-2 diethyl acetal of 3-(bromomethyl)but-3-enal 
• 1450915-72-6 (1-(vinyloxy)-but-2-yn-1-yl)benzene 
• 1450915-67-9 C₁₂H₁₂O 

Downstream Products

• 214463-55-5 4-Methyl-6-((1E,3E)-2-methyl-4-phenyl-buta-1,3-dienyl)-5,6-dihydro-2H-pyran-2-ol 
• 1377848-03-7 (R,E)-6-phenyl-4-styryl-6-(trifluoromethyl)-5,6-dihydro-2H-pyran-2-one 
• 942416-34-4 (S)-(-)-3-methyl-5-phenylpentanaldehyde 
• 41927-33-7 (S)-(-)-3-methyl-5-phenylpentan-1-ol 
• 1001388-37-9 (R,E)-3-methyl-5-phenylpent-4-enal 
• 1174194-20-7 (R,E)-3-methyl-5-phenylpent-4-en-1-ol 
• 1537904-32-7 (3R,5S)-3,5-diphenyl-7-((E)-styryl)-2,3,5,6-tetrahydropyrazolo[1,2-a][1,2]diazepine-1,9-dione 
• 3409-37-8 4-methyl-2-phenyl-2-cyclopenten-1-one 
• 1003580-04-8 3-methyl-5-phenyl-2,4-pentadienoic acid 
• 20430-13-1 (2E,4E)-3-methyl-5-phenyl-2,4-pentadienoic acid 
• 100847-63-0 (2E,4E,6E,8E)-7-Methyl-9-phenyl-3-trifluoromethyl-nona-2,4,6,8-tetraenal 
• 75001-15-9 (2E,4E,6E,8E)-3,7-dimethyl-9-phenylnona-2,4,6,8-tetraenal 

Relevant articles and documents

Synthesis of phenyl analog of retinoic acid methyl ester proceeding from 3-(bromomethyl)but-3-enal diethylacetal

Aromatic analog of retinoic acid methyl ester was prepared using a convenient prenylating agent, 3-(bromomethyl)but-3-enal diethylacetal, and Barbier reaction in the key stage of building up the carbon chain of target molecules. A version is offered of the synthesis of methylidene analog of aromatic retinoic acid.

Stereocontrolled synthesis of (E,Z)-dienals via tandem Rh(I)-catalyzed rearrangement of propargyl vinyl ethers

A novel Rh(I)-catalyzed approach to functionalized (E,Z) dienals has been developed via tandem transformation where a stereoselective hydrogen transfer follows a propargyl Claisen rearrangement. Z-Stereochemistry of the first double bond suggests the involvement of a six-membered cyclic intermediate whereas the E-stereochemistry of the second double bond stems from the subsequent protodemetalation step giving an (E,Z)-dienal.

A cross-metathesis approach to the synthesis of new etretinate type retinoids, ethyl retinoate and its 9Z-isomer

Two aromatic retinoids were synthesized from styrene derivatives using a novel strategy with a cross-metathesis reaction as a key step. The biological activity of the new etretinate analogues was tested. Cross-metathesis reactions were also employed for the preparation of ethyl retinoate and its 9Z-isomer via the C15 + C5 route.